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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 28337Generated: October 28, 2026

Water → (5R)-5-[4'-(Trifluoromethoxy)-1,1'-biphenyl-4-yl]-2-pyrrolidinone

https://huagongshe.com/reaction/28337

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantTetrahydrofuranHCID 8028—
Reactantp-Toluenesulfonic acid monohydrateHCID 521998—
Reactant(5R)-1-Allyl-5-[4'-(trifluoromethoxy)-1,1'-biphenyl-4-yl]-2-pyrrolidinoneHCID 68929317—
SolventEthyl AcetateHCID 8857—
SolventSodium BicarbonateHCID 516892—
Product(5R)-5-[4'-(Trifluoromethoxy)-1,1'-biphenyl-4-yl]-2-pyrrolidinoneHCID 59787796—

Reaction Steps

Under argon, (5R)-1-allyl-5-[4′-(trifluoromethoxy)-1,1′-biphenyl-4-yl]-2-pyrrolidinone (XVII-1) (0.41 g, 1.14 mmol) is initially charged in a Schlenk tube together with Pd[PPh3]4 (131.7 mg, 0.114 mmol) and p-toluenesulphonic acid hydrate (0.52 g, 2.74 mmol), and THF (2 ml, degassed) and 1 ml of H2O are added. The yellow suspension is heated under reflux for 3 h. For work-up, the mixture, which was cooled to room temperature, is diluted with NaHCO3 solution and admixed with ethyl acetate and filtered through kieselguhr. The combined organic phases are dried (Na2SO4) and concentrated under reduced pressure.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07419936B2
Source datasetuspto-grants-2008_09
ORD IDord-800e8880e9c6483388b654c5caecdc1a
Source noteuspto-grants-2008_09